Whether it’s a crush, an acquaintance, a friend or a complete stranger, it can be incredibly difficult to connect and get to know people. When you meet someone for the first time, you really don’t know anything about them. All you know is what’s being presented to you; you know who they are on the outside, but not on the inside. Valuable relationships are based on how well we know one another, and that the depth of which we understand people is based on the types of questions we ask. The answers you receive will tell you so much about a person. Here’s a list of questions you can ask to get to know someone for who they really are. (These are also great questions to ask during late night, heart-to-heart deep conversations.)

1. When people come to you for help, what do they usually want help with?

2. Who’s your go-to band/artist when you can’t decide on something to listen to?

3. What would be your ideal way to spend the weekend?

4. What’s the best thing that happened to you last month/last week/yesterday?

5. What question would you like to know the answer to?

6. What was the best compliment you’ve received?

7. Who inspires you to be better?

8. What do you spend the most time thinking about?

9. What can you not get right, no matter how many times you tried?

10. What was the most memorable gift you’ve received?

11. What do you like most about your family?

12. What are three interesting facts about yourself?

13. When people look at you, what do you think they see/think?

14. What do you want to be remembered for?

15. What would your spirit animal be?

16. What movie can you watch over and over without ever getting tired of it?

17. What are you currently worried about?

18. What mythical creature do you wish actually existed?

19. How do you judge a person?

20. What songs hit you with a wave of nostalgia every time you hear them?

21. Where do you feel most at home?

22. What is your favorite childhood memory?

23. What are your pet-peeves?

24. What’s the most embarrassing thing you’ve said or done around someone you had a crush on?

25. What are you most grateful for?

26. What was the worst phase you went through?

27. What’s on your bucket list?

28. If you had the opportunity to travel anywhere in the world, where would you go? Why?

29. What’s one of your greatest accomplishments?

30. Describe the perfect day — what do you do and with whom is it shared?

31. Describe the perfect date.

32. What offends you?

33. Do you forgive and forget, or forgive and remember?

34. When you’re upset, do you want space or attention?

35. Have you ever screamed at someone? How come?

36. What concerts have you been to?

37. What are some of your favorite movies?

38. If you could have any super power, which one would you choose and why?